Category: 171290-52-1

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H10O2

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 ¡Á 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Following the general method for the general formula 2, 1: 1 t-BuOH / H2O (3 mL) in a compound 7b (76.7 mg, 300 mumol), -3,5- dimethoxybenzene (121 mg 1-ethynyl, 750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. Using ascorbate (60.0 mg, 300 mumol) was prepared in the desired compound. The reaction mixture was stirred at room temperature for 48 hours, was purified by column chromatography (5: 1 hexane / EtOAc ? 20: 1 CH2Cl2 / MeOH) Compound 2b was obtained by using as a brown solid (90.6mg, 73%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 171290-52-1, These common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a 25 ml round bottom flask, 9 mg of copper acetate,18mg 1,10-phenanthroline, 276mg potassium carbonate, 325mgN-allyl-N- (6-chlorohexynyl) p-toluenesulfonamide, 486mg of 3,5-dimethoxyphenylacetylene, 5mL of toluene,Then heated to 100 C for 12h, and then filtered to obtain 6-allyl-7-((3,5-dimethoxyphenyl) ethynyl) -1-p-toluenesulfonyl-2,3,4 Crude product of 5,5-tetrahydro-1H-azepineThe crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20: 1).Get6-allyl-7-((3,5-dimethoxyphenyl) ethynyl) -1-p-toluenesulfonyl-2,3,4,5-tetrahydro-1H-azepine Pure302 mg, yield 67%.

Statistics shows that 3,5-Dimethoxyphenylacetylene is playing an increasingly important role. we look forward to future research findings about 171290-52-1.

Reference:
Patent; The Chinese People’s Liberation Army National Defense University Of Science And Technology; Yang Xuheng; Huang Jian; Wang Fang; Li Yujiao; Wang Jianfang; Tao Chengan; Zou Xiaorong; Song Chenchao; (30 pag.)CN110627722; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 171290-52-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 171290-52-1 name is 3,5-Dimethoxyphenylacetylene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 3: Synthesis of 3,4′,5-trimethoxydiphenylacetylene5 ml of pyrrolidine (99 %) were placed in a 10 ml glass tube fitted with a septum, a magnetic stirring bar and an argon supply. The pyrrolidine was degassed with argon for 30 minutes at room temperature. Afterwards 240 mg of 4-iodoanisol (98 %, 1 .01 mmol, 1 .00 eq.), 12 mg of triphenylphosphine (97 %, 0.044 mmol, 0.044 eq.), 40 mg of palladium on charcoal (10 %, 0.038 mmol, 0.037 eq.) and finally 249.3 mg of 1 -ethynyl-3,5-dimethoxybenzene (98 %, 1 .51 mmol, 1 .50 eq.) were added to the presented pyrrolidine.The mixture was stirred under argon at 85 0C (aluminum block temperature) for 17 hours. The reaction solution was cooled to room temperature and then 10 ml of ethyl acetate were added. Afterwards the suspension was filtrated with a membrane filter (0.45 mum).The solution was treated with 20 ml of a saturated ammonium chloride solution. Then an extraction was performed by extracting twice with 20 ml of ethyl acetate. The organic solutions were dried with sodium sulfate and afterwards concentrated at 40 0C and 180 mbar. The dark yellow crude material was purified by chromatography with ethyl acetate and n-heptane in a ratio of 5:95. The product containing fractions were collected and concentrated at 40 C and 90 mbar. The purified product was analyzed by GC-MS and NMR. The yield was 75 % based on the 4-iodoanisole. GC/MS: Retention time: 21 .61 min, Area %: 99.10 %; M: M+ 268, 253, 225, 210, 195, 182, 167, 152, 139.1H-NMR 300 MHz, d-Chloroform) delta 3.82 ppm (s, 6H, OCH3), 3.85 ppm (s, 3H, OCH3), 6.47 (t, J=2.31 Hz, 1 H, ArH), 6.70 ppm (d, J=2.31 Hz, 2H, ArH), 6.88 – 6.89 ppm (m, 2H, ArH), 7.48 – 7.52 ppm (m, 2H, ArH). 13C-NMR 75 MHz, d- Chloroform) delta 55.30 (OCH3), 56.42 (2xOCH3), 88.10 (C), 89.00 (C), 101 .57 (C), 109.22 (2xCH3), 1 14.02 (2xCH3), 1 15.20 (C), 124.91 (CH), 133.12 (2xCH), 159.71 (C), 160.55 (2xC).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dimethoxyphenylacetylene, and friends who are interested can also refer to it.

Reference:
Patent; DSM IP ASSETS B.V.; LETINOIS, Ulla; BONRATH, Werner; WO2011/9888; (2011); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, A new synthetic method of this compound is introduced below., Quality Control of 3,5-Dimethoxyphenylacetylene

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 ¡Á 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Formula 2 for the general method in accordance with, 1:1 t-BuOH/H2O (3 mL) in a compound 7a (95.8 mg, 300 mumol), 1-ethynyl -3,5-dimethoxybenzene (121 mg, 750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. Using ascorbate (60.0 mg, 300 mumol) was prepared in the desired compound. After stirring at room temperature the reaction mixture for 2 hours, was purified by column chromatography (5: 1 hexane / EtOAc ? 40: 1 CH2Cl2 / MeOH) to compound 2a using a was obtained as a brown solid (138 mg, 98%).

The synthetic route of 171290-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 171290-52-1

1-(Benzenesulfonyl)-5-[2-(3,5-dimethoxyphenyl)ethynyl]-1H-pyrrolo[2,3-b]pyridine 1-(Benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine (639.0 mg, 1.90 mmol), 1-ethynyl-3,5-dimethoxybenzene (461.0 mg, 2.84 mmol), copper(1+) iodide (36.1 mg, 0.19 mmol) and DIPEA (1.62 ml, 9.48 mmol) were dissolved in MeCN (10 ml). Reaction mixture was degassed with nitrogen for 5 mins. Palladium tetrakis triphenylphospine (109.5 mg, 0.09 mmol) was added and reaction heated to 80C in a sealed tube for 90 mins. Reaction mixture was cooled to RT, partitioned between saturated aq. NaHCO3 solution and EtOAc and organics separated. Organics were washed with brine, dried, filtered and concentrated. Crude material was purified by FCC on Biotage (0 – 50% EtOAc / Heptane) to give the title compound as a yellow solid (867.0 mg, 100%). 1H NMR (500 MHz, Chloroform-d) delta 8.59 (d, J = 1.9 Hz, 1H), 8.27 – 8.12 (m, 2H), 8.00 (d, J = 1.9 Hz, 1H), 7.78 (d, J = 4.0 Hz, 1H), 7.61 (d, J = 7.5 Hz, 1H), 7.52 (t, J = 7.8 Hz, 2H), 6.71 (d, J = 2.3 Hz, 2H), 6.62 (d, J = 4.0 Hz, 1H), 6.50 (t, J = 2.3 Hz, 1H), 3.83 (s, 6H). M/Z: 418.10, M+1: 418.90, tR= 1.63 min (System 1).

The synthetic route of 171290-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Evotec (UK) Ltd.; Mills, Matthew; McCarthy, Clive; EP2924038; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 171290-52-1

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 ¡Á 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Following the general method for the general formula 2, 1: 1 t-BuOH / H2O (3 mL) in the compound 7d (85.3 mg, 300 mumol),1-ethynyl -3,5-dimethoxy-benzene (121 mg, 750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. Using ascorbate (60.0 mg, 300 mumol) was prepared in the desired compound. The reaction mixture was stirred at 40 for 47 hours, was purified by column chromatography (5: 1 hexane / EtOAc ? 20: 1 CH2Cl2 / MeOH) to yield a compound 2d as a brown solid using (98.8mg, 74%) .

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 171290-52-1.

Reference:
Patent; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 171290-52-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 171290-52-1 as follows.

To a mixture of compound 97 (6.78 g), compound 98 (10.0 g), cuprous iodide (340 mg), bistriphenylphosphine palladium dichloride (1.25 g) and triethylamine (14.7 mL) at room temperature DMF, nitrogen replacement three times, rise to 80 and stir overnight, add water, extract with ethyl acetate, the extract was washed with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, the solvent was removed, the residue was separated by column chromatography, Target product (10.5g).

According to the analysis of related databases, 171290-52-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shou Yao Konggu (Beijing) Co., Ltd.; Wang Jinghan; Yao Jinsuo; Duan Xiaowei; Yuan Baokun; Sun Ying; Lu Chang; (42 pag.)CN110950867; (2020); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

171290-52-1, name is 3,5-Dimethoxyphenylacetylene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 3,5-Dimethoxyphenylacetylene

A mixture of (S)-3-(5-amino-3-bromo-4-cyano-1H-pyrazol-1-yl)pyrrolidine-1-carboxylic acid tert-butyl ester 7c (5 g, 14.1 mmol), cuprous iodide (0.6 g, 2.8 mmol), triethylamine (9 mL), [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (2 g, 2.8 mmol) and N,N-dimethylformamide (150 mL) was heated to 80 C. under argon, and then 1-ethynyl-3,5-dimethoxybenzene (14 g, 84.5 mmol) was added in portions, next stirred for 2 hours, and then cooled to room temperature, poured the reaction solution into water, extracted with ethyl acetate (200 mL*3); next the organic phases were combined and dried over anhydrous sodium sulfate, the desiccant was removed by filtering, and the reaction system was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=5/1), so as to obtain the title product (S)-3-(5-amino-4-cyano-3-((3,5-dimethoxyphenyl)ethynyl)-1H-pyrazol-1-yl)pyrrolidine-1-carboxylic acid tert-butyl ester 7d (5 g, brown oil), and the yield was 81%. MS m/z (ESI): 382[M+1-56]

The synthetic route of 171290-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIJING INNOCARE PHARMA TECH CO., LTD.; Chen, Xiangyang; Gao, Yingxiang; Kong, Norman Xianglong; (59 pag.)US2019/210997; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 171290-52-1,Some common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, molecular formula is C10H10O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Azide 13 (300 mumol), alkyne (750 mumol), CuSO4 (9.6 mg, 60 mumol) and sodium ascorbate (60.0 mg, 300 mumol) were dissolved in 1:1 t-BuOH/H2O (3 mL). The mixture was stirred for 2 h at rt. After the completion of the reaction, the mixture was filtered and washed with H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 * 70 mL). The combined organic extracts were dried over anhyd MgSO4, filtered, and concentrated by rotary evaporation (residue B). The solid A and residue B were combined and purified by column chromatography to afford 8 or 9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dimethoxyphenylacetylene, its application will become more common.

Reference:
Article; Song, Doohee; Park, Yunjeong; Yoon, Jieun; Aman, Waqar; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4855 – 4866;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 171290-52-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 171290-52-1 name is 3,5-Dimethoxyphenylacetylene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: trans-1,2-dichloroethylene 7(2.0 equiv.), terminal acetylenes (1.0 mmol, 1.0 equiv.), PdCl2(PPh3)2 (2.0 mol%), CuI (4.0 mol%), piperidine (2.0 equiv.) and 4 mL diethyl ether were mixed together and stirred under nitrogen atmosphere for 6 h. Then the mixture was diluted with water and extracted with dichloromethane. The organic solvent was removed under vacuum and the residue was purified by flash column chromatography (n-hexane : ethyl acetate 10 : 1) to afford the corresponding (E)-chloroenynes 7a-f.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dimethoxyphenylacetylene, and friends who are interested can also refer to it.

Reference:
Article; Chuang, Da-Wei; El-Shazly, Mohamed; Chen, Chin-Chau; Chung, Yu-Ming; D. Barve, Balaji; Wu, Ming-Jung; Chang, Fang-Rong; Wu, Yang-Chang; Tetrahedron Letters; vol. 54; 38; (2013); p. 5162 – 5166;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem